Windsor County VT Homes for Sale

/19
$379,000
- 3 Beds
- 2 Baths
- 1,496 Sq Ft
0 Pleasant St, Cavendish, VT 05142

This home has served as a primary residence and also as an income-producing rental and can be sold furnished. While the upper level of this home has three bedrooms, the walk-out lower level of the home has such potential as well.It is currently partially finished and is being used as a family room and for storage. The large deck on the end of the house is perfect for taking in some fresh Vermont

Tyleen Murray Kelley Real Estate, Inc.

0 Pleasant St, Cavendish, VT 05142
/54
$595,000
- 3 Beds
- 3 Baths
- 2,525 Sq Ft
1140 Murphy's Rd Unit 5a, Quechee, VT 05059

This is a wonderful opportunity to purchase a Deere Run end unit overlooking the Lakeland Golf course, Lake Pinneo and the Ottauquechee River Valley. This highly desirable 3-bedroom, 3-bathroom condominium offer spacious gathering spaces and privacy on all three levels with expansive views and abundant natural light. A wide deck off the living and dining areas is ideal for entertaining on long

Laird Bradley Williamson Group Sothebys Intl. Realty

1140 Murphy's Rd Unit 5a, Quechee, VT 05059
/19
$275,000
- 2 Beds
- 1 Bath
- 2,250 Sq Ft
5755 Us Route 5, Weathersfield, VT 05030

Open floor plan with soaring ceilings and wood flooring throughout. The structure includes a full bathroom, a partial kitchen, and the framework for two bedrooms—ideal for conversion into a spacious single-family home or potentially a duplex. New hot air heating oil system install fall 2024 The building was officially approved for residential use in 2023. Recent upgrades enhance the property's

Deb Roberts RE/MAX Upper Valley

5755 Us Route 5, Weathersfield, VT 05030
/60
$1,150,000
- 5 Beds
- 2.5 Baths
- 4,733 Sq Ft
107 Baker Rd, Springfield, VT 05156

Welcome to this spacious and beautifully expanded Gambrel-style home, set on a stunning 9.55-acre property with mountain views in the heart of Springfield, Vermont. Offering classic New England charm with thoughtful modern upgrades, this property is not just a home, but a contemporary and comfortable living space. The main home, built in 1955, was expanded with a large addition in 2009, including

Jeremy Collins Ridgeline Real Estate

107 Baker Rd, Springfield, VT 05156
/49
$335,000
- 3 Beds
- 3 Baths
- 1,932 Sq Ft
5 Church St, North Springfield, VT 05150

Nicely maintained 3BR/3BA ranch home just waiting for a new family. This home features large, updated eat-in kitchen with sliders to a deck, main floor laundry, gas fireplace, home office/den, partially finished basement has a 3/4 bath, workshop area, partially finished rooms that could be additional bedrooms and a large partially finished area for family room. Primary bedroom with bath and

Julie Buffum Buffum Realty

5 Church St, North Springfield, VT 05150
/27
$539,000
- 6 Beds
- 2 Baths
- 2,304 Sq Ft
81 High St, Cavendish, VT 05142

Do you love antique homes? Come and take a look and decide how that you would like to use this property. This renovated 1850's home is currently set up as two income-producing units (a three-bedroom unit upstairs and a two-bedroom (could be three) unit on the main level). There is even additional space on the third floor that could be finished too. By simply removing a piece of sheetrock in the

Tyleen Murray Kelley Real Estate, Inc.

81 High St, Cavendish, VT 05142
/34
$375,000
- 3 Beds
- 2 Baths
- 1,352 Sq Ft
847 Simonsville Rd, Andover, VT 05143

Come find your own peaceful piece of the Vermont countryside in the beautiful town of Andover. Look no further than this move in ready homestead on 51.2 rolling acres with two large paddocks fenced and ready waiting for your animals, complete with two spacious sheds, and a chicken coop ready to house them. Established asparagus patch, blueberry bushes, apple trees, and even your own cranberry bog

Erin Kendall EXP Realty

847 Simonsville Rd, Andover, VT 05143
/25
$539,000
- 2,304 Sq Ft
81 High St, Cavendish, VT 05142

Do you love antique homes? Come and take a look and decide how that you would like to use this property. This renovated 1850's home is currently set up as two income-producing units (a three-bedroom unit upstairs and a two-bedroom (could be three) unit on the main level). There is even additional space on the third floor that could be finished too. By simply removing a piece of sheetrock in the

Tyleen Murray Kelley Real Estate, Inc.

81 High St, Cavendish, VT 05142
/60
$1,399,000
- 5 Beds
- 5 Baths
- 5,074 Sq Ft
423 Taft Family Rd, Hartford, VT 05001

RARE OPPORTUNITY to own a fully renovated luxury home in Quechee Lakes with spectacular mountain views and over 5,000 sq ft of versatile living space on a 4.3-acre double lot. Updated throughout in 2023–2024 and now back on the market due to a professional relocation. This 5-bedroom, 5-bath luxury home offers substance and versatility to suit any new owners’ needs. A private studio apartment with

Marco Day BHHS Verani Upper Valley

423 Taft Family Rd, Hartford, VT 05001
/29
$269,000
- 2 Beds
- 2.5 Baths
- 1,063 Sq Ft
383 Old Quechee Rd Unit 8C, Hartford, VT 05001

Welcome to this 2-bedroom, 2.5-bath condo located in the Mill Run association of Quechee Lakes. This home stands out among its peers with an en suite primary bedroom. Step inside to cathedral ceilings and an open floor plan that invites natural light throughout the main living area. The updated kitchen seamlessly flows into the dining and living space—perfect for entertaining or cozy nights by

Kasia Butterfield Coldwell Banker LIFESTYLES - Quechee

383 Old Quechee Rd Unit 8C, Hartford, VT 05001
/29
$105,000
- 3 Beds
- 3 Baths
- 1,624 Sq Ft
65 Peachtree Ln, Hartford, VT 05001

Spacious three-bedroom manufactured double wide home located in the desirable Leisure Living Park off Old River Road in Hartford, VT. 10 minutes to VA in WRJ or West Lebanon. This home sits on an oversized, private lot and features extensive custom upgrades throughout. The layout includes two bedrooms with en-suite bathrooms, plus 2 more with another full bath. A large living room, with an

Jenna Luce RE/MAX Upper Valley

65 Peachtree Ln, Hartford, VT 05001
/17
$208,000
- 1 Bed
- 1 Bath
- 569 Sq Ft
46 Barrister Dr Unit 208, White River Junction, VT 05001

This inviting first-floor condo in the Georgian Building at Silver Brook Commons offers a bright and spacious feel with its high ceilings and large windows. The efficient galley kitchen is designed for both functionality and style, complete with a conversation bar perfect for casual dining. Residents enjoy access to community laundry and additional storage located on the lower level of the

Jill Harlow Coldwell Banker LIFESTYLES - Hanover

46 Barrister Dr Unit 208, White River Junction, VT 05001
/12
$89,900
- Land
- 1.90 Acres
- $47,316 per Acre
276 Dutton District Rd, Springfield, VT 05156

Idyllic Vermont Land for Sale. Discover the perfect blend of privacy and potential on this serene Vermont parcel, offering a rare opportunity to build your dream home or retreat in the heart of New England. Nestled on a mostly wooded parcel, this lot features a cleared build site, making it ready for immediate development. Infrastructure is already in place with a septic system and a private well

Chris Benoit Highland Realty

276 Dutton District Rd, Springfield, VT 05156
/60
$1,425,000
- 3 Beds
- 3.5 Baths
- 4,716 Sq Ft
195 Willey Hill Rd, Norwich, VT 05055

195 Willey HillSetting the scene!!! A short distance to town, you will find this lovely home, privately sited with beautiful views. The craftsmanship is outstanding from the wainscotting to the beams. Thoughtfully designed and built with the utmost attention to detail, this home offers so many features, to name a few: mudroom with laundry room and a half bathroom; large kitchen with island and

Berna Rexford Four Seasons Sotheby's Int'l Realty

195 Willey Hill Rd, Norwich, VT 05055
/19
$639,000
- 3 Beds
- 2 Baths
- 3,300 Sq Ft
23 Brookside Dr, Norwich, VT 05055

Walk to Dan & Whits and elementary school from this 3 BR, 2 bath village home with pastoral viewsRare opportunity for country-like living and views within the quiet village of Norwich, a picturesque, quintessential Vermont town across the river from Dartmouth College and world-class Medical Center in Hanover, NH. Walk to Dan & Whits and elementary school from this 3 BR, 2 bath home with pastoral

Jason Saphire www.HomeZu.com

23 Brookside Dr, Norwich, VT 05055
/48
$429,000
- 3 Beds
- 2.5 Baths
- 1,878 Sq Ft
355 Lyman Batcheller Rd Unit 8A, Hartford, VT 05001

Welcome to this rare and spacious 3BR, 2.5BA end unit condo in highly desirable Saltbox Village offering a perfect blend of comfort, privacy and natural beauty. Tucked into a serene setting and surrounded by lush greenery. This inviting home offers an exceptional floor plan with very generous living spaces. The sun filled main level features a flexible and open layout, starting with a welcoming

Herb Hart Quechee Lakes Real Estate Center

355 Lyman Batcheller Rd Unit 8A, Hartford, VT 05001
/60
$1,150,000
- 5 Beds
- 2.5 Baths
- 4,733 Sq Ft
107 Baker Rd, Springfield, VT 05156

Welcome to this spacious and beautifully expanded Gambrel-style home, set on a stunning 9.55-acre property with mountain views in the heart of Springfield, Vermont. Offering classic New England charm with thoughtful modern upgrades, this property is not just a home, but a contemporary and comfortable living space. The main home, built in 1955, was expanded with a large addition in 2009, including

Jeremy Collins Ridgeline Real Estate

107 Baker Rd, Springfield, VT 05156
/34
$239,900
- 3 Beds
- 2 Baths
- 1,064 Sq Ft
220 Moses Ln, Royalton, VT 05068

Affordable Investment Opportunity Near VT Law School!This 3-bedroom, 2-bath home offers prime rental potential just minutes from Vermont Law School — perfect for investors targeting the steady student market. Set on nearly an acre (.90 acres) with beautiful riverfront views, this property combines income opportunity with scenic charm.Important to note: the home is located in a flood zone.

Harvey Roettinger RE/MAX North Professionals

220 Moses Ln, Royalton, VT 05068
/17
$299,000
- Land
- 50 Acres
- $5,980 per Acre
00 Missing Link Rd, Springfield, VT 05156

Adventure starts here—50 acres of Vermont wilderness overlooking the Connecticut River, ready for your vision. Set along scenic Route 5 (aka Missing Link Road), this parcel is a dream for outdoor enthusiasts. With miles of internal trails perfect for hunting, hiking, mountain or dirt biking, ATVs, and snowmobiles, there’s room to roam in every season. A roughed-in driveway leads to a cleared

Daire Gibney Barrett and Valley Associates Inc.

00 Missing Link Rd, Springfield, VT 05156
/44
$489,000
- 3 Beds
- 2 Baths
- 1,304 Sq Ft
663 Depot St, Chester, VT 05143

Experience the warmth of history with the ease of modern living at 663 Depot Street. This fully renovated 3-bedroom, 2-bath home offers historic charm with today’s updates. Since 2022, insulation, drywall, electrical, plumbing, HVAC, furnace, water heater, fixtures, countertops, cabinets, and appliances have all been replaced. The home's original wood flooring has been carefully refinished to

Betsy Adamovich Real Broker LLC

663 Depot St, Chester, VT 05143
/26
$489,500
- 2 Beds
- 1.5 Baths
- 930 Sq Ft
11A Prospect St, Woodstock, VT 05091

Walk to everything Woodstock village has to offer from this sunny condo! Within an easy stroll of the Woodstock Inn, downtown restaurants, farmer's markets, and the Marsh Billings Rockefeller National Park, 11A Prospect is ideal for enjoying the charms of village living. Elevated above the Route 4 on a bucolic neighborhood side street, this well-kept home offers historic details with modern

Keri Cole Williamson Group Sothebys Intl. Realty

11A Prospect St, Woodstock, VT 05091
/52
$578,000
- 3 Beds
- 3 Baths
- 3,157 Sq Ft
551 Vermont 12, Hartland, VT 05048

New price! Make this beautiful, spacious hillside home with gorgeous views your own! Easy access to Woodstock, Lebanon and Hanover. Hartland VT has no zoning and school choice for high school. 2.68 acres offers very nice privacy, located at the end of a long driveway. This 2007 built raised ranch is in excellent condition. With new construction homes being scarce, this residence is like new! This

Mark Roden KW Coastal and Lakes & Mountains Realty/Hanover

551 Vermont 12, Hartland, VT 05048
/19
$174,900 Open House 7/05
- 2 Beds
- 1 Bath
- 1,217 Sq Ft
654 Us Route 5, North Hartland, VT 05052

This home has a good size lawn, is close to Hartford (4 miles from the VA) easy access to I91 and I89 short travel to skiing, hiking, boating, swimming, shopping. A nice incentive is the slab rent from the mobile home next door. This property is being sold AS-IS, Open house on Saturday from 10:00 am to Noon,

Mary Chamberlin Dave Walthour Real Estate

654 Us Route 5, North Hartland, VT 05052
/3
$329,900
- Land
- 142 Acres
- $2,323 per Acre
00 Chateauguay Rd, Bridgewater, VT 05034

Prime land access off Chateauguay Rd with no zoning, HOA, or deed restrictions. Sub-dividable with well and septic needed; electricity nearby. Just 25 minutes from the town of Woodstock’s amenities, parks and historic sites. 20 minutes to Killington Ski Resort and Coolidge State Park, and 30 minutes to Pico Mountain Ski Resort and Lynches River County Park. Perfect for building your dream home or

Derek Greene Derek Greene

00 Chateauguay Rd, Bridgewater, VT 05034
/55
$765,000
- 4 Beds
- 4 Baths
- 2,578 Sq Ft
78 Coopers Trace, Plymouth, VT 05056

Located in Hawk Resort, halfway between Killington and Okemo, this four-bedroom, four-bath home offers both privacy and convenience.The main floor features an open layout with cathedral ceilings, wide pine floors, and plenty of natural light from large windows and skylights. The kitchen has been updated, and fresh paint throughout gives the home a clean, refreshed look. The dining area opens onto

Debra Staniscia Four Seasons Sotheby's Int'l Realty

78 Coopers Trace, Plymouth, VT 05056
/60
$699,000
- 4 Beds
- 4 Baths
- 2,818 Sq Ft
200 Peregrine Rd, Plymouth, VT 05056

Located in between the two largest ski resorts in the East- Killington and Okemo Mountain Resorts. Custom design & built 4 bedroom/ 4 bathroom Hawk home faces directly South and affords beautiful seasonal lake and mountain views from this gorgeous open concept contemporary with loads of glass pouring in natural sunlight in every room and lovely wood floors throughout. The floor plan is ideal for

Marni Rieger KW Vermont-Killington

200 Peregrine Rd, Plymouth, VT 05056
/40
$775,000
- 4 Beds
- 2.5 Baths
- 2,688 Sq Ft
339 Gully Rd, Woodstock, VT 05091

Peaceful Gully Road Retreat. Just minutes from Woodstock Village.Set on 5.1 private acres along quiet and desirable Gully Road, this beautifully updated four-bedroom, two and one-half bath home offers the perfect blend of peaceful country living and convenient proximity to Woodstock shops, restaurants, and schools.The main level features a light-filled, open-concept layout with a dramatic vaulted

Derek Cosentino Four Seasons Sotheby's Int'l Realty

339 Gully Rd, Woodstock, VT 05091
/35
$585,000
- 3 Beds
- 2.5 Baths
- 1,728 Sq Ft
263 Colonial Dr, Hartford, VT 05001

Inviting 3-Bedroom Home with Modern Amenities and Outdoor Oasis - Discover this charming 3-bedroom, 2.5-bath home that perfectly balances comfort and functionality. With a two-car garage and solar panels added just two years ago, this property offers both convenience and energy efficiency. Step into the heart of the home, where the kitchen boasts refinished hardwood flooring and appliances that

Jaime Durell BHHS Verani Upper Valley

263 Colonial Dr, Hartford, VT 05001
/44
$369,000
- 3 Beds
- 2 Baths
- 2,224 Sq Ft
165 N Main St, Rochester, VT 05767

NEW PRICE! Experience the "Feng Shui" of the Pineapple Outpost in beautiful Rochester, a charming and vibrant town. This captivating early Post and Beam home presents an exquisite blend of historic charm and modern conveniences. Inside, discover wide pine floors, exposed beams, and a cozy fireplace in the main-level primary bedroom, each element showcasing the home’s rustic elegance. With two

Gail Engel & Völkers Okemo

165 N Main St, Rochester, VT 05767
/26
$249,000
- 2 Beds
- 1 Bath
- 1,192 Sq Ft
1568 S Hill Rd, Ludlow, VT 05149

Cozy home on 2.3+/- acres. Great location out in the country on South Hill. Stone wall and lovely meadow visible from the living room picture window. Open floor plan, wide board wood floors. Just 10 minutes to Okemo Mountain Resort. Water intrusion in basement caused settling and damage. Bring your contractor and see what might be possible!

Alexandra Eatmon Kelley Real Estate, Inc.

1568 S Hill Rd, Ludlow, VT 05149
/32
$189,900
- 2 Beds
- 2 Baths
- 938 Sq Ft
37 Pinney Ln, Bethel, VT 05032

Move right in to this country abode. Here you'll enjoy one-level living, pastoral views, and a well-appointed kitchen with an island and walk-in pantry! This unique manufactured home is efficient, stylish and affordable. Located right between Bethel and South Royalton but just far enough into the country for you to truly experience what Vermont has to offer. There is plenty of lawn space for

Kate Root Green Light Real Estate - Barre

37 Pinney Ln, Bethel, VT 05032
/60
$785,000
- 3 Beds
- 3 Baths
- 2,630 Sq Ft
2 Macdonald Ln, Ludlow, VT 05149

Tucked away on a quiet dead-end dirt road off West Hill and only minutes to Okemo’s base lodge. This beautiful log cabin home on Okemo Mountain offers the perfect blend of rustic character and modern living. With 3 bedrooms, 3 bathrooms, and an open-concept layout, this is the Vermont retreat you've been waiting for. Step inside to a warm and inviting living room with vaulted ceilings, exposed

Joseph Karl William Raveis Real Estate Vermont Properties

2 Macdonald Ln, Ludlow, VT 05149
/27
$650,000
- Land
- 78 Acres
- $8,366 per Acre
0 Mecawee Rd, Woodstock, VT 05091

Spectacular 77+ acre parcel on sought after Mecawee Rd. with a perfect combination of level, sloping and hilly terrain. There are multiple building sites including a large cleared area set back off the road with a driveway in place and utilities (electric & fiber optic) at the street. This past Fall, the Sellers went to great lengths to clear the land all the way down to the road opening up

Dan Noble Snyder Donegan Real Estate Group

0 Mecawee Rd, Woodstock, VT 05091
/31
$324,000
- 2 Beds
- 1.5 Baths
- 1,824 Sq Ft
1221 Baker Turn Cir Unit 1D, Hartford, VT 05059

This very spacious 2BR, 1.5BA townhouse has been tastefully renovated from top to bottom with all new laminate hardwood floors, appliances, doors and paint throughout. It is being offered fully furnished providing for a truly turn key buying opportunity. It is located within less than 100 yards to the top of the Quechee Ski Hill.

Herb Hart Quechee Lakes Real Estate Center

1221 Baker Turn Cir Unit 1D, Hartford, VT 05059
/27
$299,000
- 2 Beds
- 2 Baths
- 806 Sq Ft
30 Pond St Unit 11, Ludlow, VT 05149

This is a village charmer. Remodeled and completely move in ready, this two bedroom, two bath condominium is within walking distance to Main Street. Located at the base of Okemo Mountain with easy access to the Okemo shuttle in the winter months and only 4 miles to the lakes region for year-round enjoyment. As soon as you open the door, the fresh and welcoming decor draws you in. This beautifully

McLaughlin Team Mary W. Davis Realtor & Assoc., Inc.

30 Pond St Unit 11, Ludlow, VT 05149
/38
$259,000
- 3 Beds
- 1 Bath
- 1,679 Sq Ft
707 Skitchewaug Trail, Springfield, VT 05156

Vermont charm meets modern convenience in this beautifully updated 3-bedroom, 1-bath home on 2.9 private acres in Springfield. From the brand new septic system to fresh interior and exterior paint, this property has been thoughtfully improved throughout. Enjoy single-level living with a spacious primary bedroom, full bathroom, and laundry on the main floor. The cozy living room features a warm

Nick Sicard EXP Realty

707 Skitchewaug Trail, Springfield, VT 05156
/37
$199,000
- 3 Beds
- 2 Baths
- 1,479 Sq Ft
182 Upper Round Top Rd Unit E, Plymouth, VT 05056

Sweet mountain 3 bedroom plus loft and 2 full bathrooms furnished and equipped townhouse vacation retreat with beautiful views located minutes to Killington or Okemo Mountain Resort. Offering very close access direct from the townhouse to VAST snowmobiling trails/hiking/mountain biking trails. There are superb lakes right down the road to kayak, swim and fish. The floor plan is open concept ideal

Will Spanos KW Vermont-Killington

182 Upper Round Top Rd Unit E, Plymouth, VT 05056
/15
$259,000
- Land
- 9 Acres
- $30,363 per Acre
224 Arrau Rd, Andover, VT 05143

If you're searching for a slice of paradise, look no further than this Hidden Gem. Nestled in the heart of Vermont’s picturesque Green Mountains, this Andover lot offers everything you’ve been dreaming of. With the perfect blend of privacy and convenience, you’ll find peace and quiet paired with a short drive from the charming towns of Ludlow, Weston, Chester, and Londonderry. Spanning 8.53

Thaddeus Abare Barrett and Valley Associates Inc.

224 Arrau Rd, Andover, VT 05143
/33
$199,000
- 2 Beds
- 1 Bath
- 856 Sq Ft
982 Vermont 14, Royalton, VT 05068

Welcome to this cozy and well-maintained home, perfectly situated close to local shops and restaurants for ultimate convenience. Step inside to a convenient mudroom area, with plenty of space to take off those muddy boots. The home opens into a nicely sized living room and kitchen with an island that offers additional prep and seating space. Two bedrooms down the hall share a full bathroom and

Shenia Covey Lyford Coldwell Banker LIFESTYLES - Hanover

982 Vermont 14, Royalton, VT 05068
/60
$50,000
- Land
- 5.00 Acres
- $10,000 per Acre
00 Boone Rd, Andover, VT 05143

Rustic Vermont Getaway | Off-Grid Land on Snowmobile TrailEscape to the peace and quiet of rural Vermont with this unique parcel of off-grid land, perfect for a seasonal retreat or outdoor adventure basecamp. It is located off a Class 4 road, this remote property offers an authentic back-to-nature experience—accessible only in the summer months and nestled directly on a maintained

Rachael Rogala Rachael Rogala Inc.

00 Boone Rd, Andover, VT 05143

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Copyright 2025 PrimeMLS, Inc. All rights reserved. This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this display comes in part from the IDX Program of PrimeMLS. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.